Accelerator of rubber vulcanization



Patented Get. 4, 1932 JAN TEPPEMA, or nxnonQor-rro, assrenon r runGOODYEAR TIRE a. RUBBER insane COMPANY, 01E AKRON, OHIO, A CQRPORATIONOE OHIO ACCELERATOR 19F RUBBER VULCANIZATION No Drawing.

My invention relates to the treatment of rubber and rubber lilresubstances and it has particular relation to methods of vulcanizingthese materials. The invention has for one of its objects the provisionof a class of'materials which, when incorporated in rubber compounds,bring about rapid vulcanization and a product having excellent agingqualities. Another object of the invention consists in the provision ofa class of materials having the above enumerated characteristics, whichmay be readily manufactured and easily dispersed in rubber compounds.

It has been observed heretofore that certain mercaptothiazoles and-theirderivatives, when incorporated in-vulcanizable rubber compounds, causerapidcures and a high quality of product. This invention resides in thediscovery that certain compounds of this'class may be reacted withnitroso compounds, such as nitroso dimethyl aniline and nitrosonaphthol, to produce compounds which are also efficient acceleratorswhen incorp orated in rubber.

To manufacture compounds of this class, a thiazole such asmercaptobenzothiazole, is mixed with a nitroso compound, such asnitroso'dimethyl aniline or nitroso naphthol,

the materials then being heated to the melting point. At thistemperature a vigorous reaction occurs which is permitted to con-Application filed January 10, 1928. Serial No. 245,808.

tinue without the applicationof further heat ,7

V OH

' The materials prepared injaccordancewith the preceding method maybeincorporated in most of the standard rubberstocks with satis-f Thefollowing is an exam factory results. ple of a formula which has beenfound by experiment to yield excellent results when 7 either the nitrosodimethyl aniline salt or the nitroso naphthol salt of mercaptobenzosthiazole is employed as an. accelerator:

e -l?arts Rubber 100, Zinc oXide 5 Sulfur r 3 Stearic.'acid 1.5Accelerator I .5

Samples of material'prepared in accordance with thepreceding formulawer'esub- .jected to vulcanization at various tempera tures and forvarying periods of tlme. These samples were then subjected to physicaltests in order to ascertain their tensile strength and elasticity, bothbefore and after an aging test which was conducted in an oxygen bombunder a pressure of 150 pounds per square inch and at a temperature of50 C. for a period of six days. The results of these tests arecontainedin the appended tables.

Reaction product Z-mercaptobcnzoihiazble p. nitroso dr'mcthyl aniline,ammonia, czvtractcd Load in kgsJcm. 2 at i Tensile 1 Percent 7 weightCure strength a i kgslcm 2 elong. 500% 700% increase elong. elong.

ORIGINAL :30 at 40# 180 800 27 94 15 at 20# 85 950 26 :30 at 20# 164 88018 G0 :45 at 20?; 201 850 I 24 87 1:00 at 20# 192 810 28 104. 2:00 at20# 228 V 790 33 123 AGED IN OXYGEN BOMB 6 DAYS AT 50 C.

30-at 401: 172 785 28' 102 0. 39 at 102 900 14 37 at 20# 162 825 24 820.21 45 at 20# 184 805 28 103 0.15 1 00 at 20# 198 795 31 116 0.11 2 00at 20% 180 750 36 136 0. 54

Reaction product l-nitroso-naphthol 2-m6maptobenzo'thmzole, ammo-moextracted Load in kgsJcm. 2 at Tensile V Percent weight Cure strengthkgslcm 2 elong. 500% 700% increase elong. elong.

ORIGINAL :30 at 40# 95 860 14 37 :30 at 20# 44 970 6 12 :45 at 20# 92950 11 25 1:00 at 20# 116 955 12 30 2:00 at 20# 158 880 18 AGED -INOXYGEN 'BONIB 6 DAYS AT 50 C =30 at 40# 90 855 15 v y 39 0.38 :30 at 20#940 10 17 0.14 :45 at 20# 85 910 11 20 0.20 1:00 at 20# 100 890 14 270.20 2:00 9.17209? 116 825 20 57 0. 54

I-t'will be observed from the tables that compounds containing either ofthe accel- =that it is not so limited, but that various minormodifications may be made therein without departing from thespiritof theinvention or from the scope of the appended claims, wherein I intend toclaim all features of patentable novelty inherent in the invention.

What I claim is: v

1. A method of treating rubber which comprises vulcanizing it in thepresence of a material having the following structural formula in whichR represents a basic nitrogen substituted benzene radical. i

2. A method of treating rubber which comprises vulcanizing it in thepresence of a material having the following structural formula:

prises vulcanizing it in the presence of amaterlal having the followingstructural formula c 'in which R represents dimethyl aniline.

4. A rubber product vulcanized in the presence of a material having thefollowing structural formula:

I 34. j-R.

in which R represents an aniline group.

5. A rubber product vulcanized in the pres- 'ence of a material havingthe following structural formula:

' r s os N-R.

V N// i 2 in which R represents group.

6. A rubber product that has been vulcanwed in the presence of thereaction product a dimethyl aniline of a-mercaptothiazole and a nitrosoaniline compound. v

.7. A method of treating rubber which comprises vulcanizing it in thepresence of the reaction product of a mercaptothiazole and a materialhaving the following structural formula: O=NR, in which R represents anan1l1ne group.

8. A methodof treating rubber which comprises vulcanizing it in thepresence of. the reaction product of a mercaptothiazole and a nitrosodimethyl aniline. I

9. A method of treating rubber which comprises vulcanizing it in thepresence-of a material having the formula in which R, is an alkylsubstituted aniline 10. A method of treating rubber which com prisesvulcanizing it in the presence of a material having the formula JANTEPPEMA.

